TWI653277B - 高氟化彈性體 - Google Patents
高氟化彈性體 Download PDFInfo
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- TWI653277B TWI653277B TW103143102A TW103143102A TWI653277B TW I653277 B TWI653277 B TW I653277B TW 103143102 A TW103143102 A TW 103143102A TW 103143102 A TW103143102 A TW 103143102A TW I653277 B TWI653277 B TW I653277B
- Authority
- TW
- Taiwan
- Prior art keywords
- ether
- highly fluorinated
- formula
- perfluoro
- mol
- Prior art date
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- 229920001971 elastomer Polymers 0.000 title claims abstract description 54
- 239000000806 elastomer Substances 0.000 title claims abstract description 50
- 239000000178 monomer Substances 0.000 claims abstract description 85
- 229910052740 iodine Inorganic materials 0.000 claims abstract description 67
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims abstract description 44
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 claims abstract description 43
- 239000011630 iodine Substances 0.000 claims abstract description 39
- 150000001875 compounds Chemical class 0.000 claims abstract description 31
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 24
- 150000002170 ethers Chemical class 0.000 claims abstract description 11
- 229920001774 Perfluoroether Polymers 0.000 claims abstract description 10
- UJMWVICAENGCRF-UHFFFAOYSA-N oxygen difluoride Chemical compound FOF UJMWVICAENGCRF-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000000203 mixture Substances 0.000 claims description 50
- BLTXWCKMNMYXEA-UHFFFAOYSA-N 1,1,2-trifluoro-2-(trifluoromethoxy)ethene Chemical compound FC(F)=C(F)OC(F)(F)F BLTXWCKMNMYXEA-UHFFFAOYSA-N 0.000 claims description 33
- -1 perfluoro Chemical group 0.000 claims description 30
- 238000006116 polymerization reaction Methods 0.000 claims description 28
- 150000002978 peroxides Chemical class 0.000 claims description 24
- 238000002835 absorbance Methods 0.000 claims description 23
- 229910052731 fluorine Inorganic materials 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 19
- 238000006243 chemical reaction Methods 0.000 claims description 18
- 239000003292 glue Substances 0.000 claims description 17
- 239000003999 initiator Substances 0.000 claims description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 239000003995 emulsifying agent Substances 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- 229920001973 fluoroelastomer Polymers 0.000 claims description 8
- 125000001931 aliphatic group Chemical group 0.000 claims description 4
- UUAGAQFQZIEFAH-UHFFFAOYSA-N chlorotrifluoroethylene Chemical compound FC(F)=C(F)Cl UUAGAQFQZIEFAH-UHFFFAOYSA-N 0.000 claims description 3
- 125000005394 methallyl group Chemical group 0.000 claims description 3
- FOKCKXCUQFKNLD-UHFFFAOYSA-N pent-1-enyl hypofluorite Chemical compound C(CC)C=COF FOKCKXCUQFKNLD-UHFFFAOYSA-N 0.000 claims description 3
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims description 3
- WFJINAXLTGKWLB-UHFFFAOYSA-N 1-ethenoxy-1,1,2,2,3,3-hexafluoro-3-(trifluoromethoxy)propane Chemical compound FC(F)(F)OC(F)(F)C(F)(F)C(F)(F)OC=C WFJINAXLTGKWLB-UHFFFAOYSA-N 0.000 claims description 2
- ZLFSOCVJMGQPTE-UHFFFAOYSA-N 1-ethenoxy-1,1,2,2-tetrafluoro-2-(trifluoromethoxy)ethane Chemical compound FC(F)(F)OC(F)(F)C(F)(F)OC=C ZLFSOCVJMGQPTE-UHFFFAOYSA-N 0.000 claims description 2
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical compound C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 claims description 2
- FGEGZNORXGGFML-UHFFFAOYSA-N C(C)C=COF Chemical compound C(C)C=COF FGEGZNORXGGFML-UHFFFAOYSA-N 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- 150000001768 cations Chemical class 0.000 claims description 2
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- 239000012736 aqueous medium Substances 0.000 claims 2
- SXWUSKUNDTYYNV-UHFFFAOYSA-N FC(=C(C(C(C(F)(F)F)(OC(C(C(F)(F)F)(F)F)(F)F)F)(F)F)F)OC(=C(F)C(C(C(F)(F)F)(F)OC(C(C(F)(F)F)(F)F)(F)F)(F)F)F Chemical compound FC(=C(C(C(C(F)(F)F)(OC(C(C(F)(F)F)(F)F)(F)F)F)(F)F)F)OC(=C(F)C(C(C(F)(F)F)(F)OC(C(C(F)(F)F)(F)F)(F)F)(F)F)F SXWUSKUNDTYYNV-UHFFFAOYSA-N 0.000 claims 1
- 239000001294 propane Substances 0.000 claims 1
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- 239000000370 acceptor Substances 0.000 description 15
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 15
- 239000012935 ammoniumperoxodisulfate Substances 0.000 description 15
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- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 8
- 229910052794 bromium Inorganic materials 0.000 description 8
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- 238000004132 cross linking Methods 0.000 description 5
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- RRZIJNVZMJUGTK-UHFFFAOYSA-N 1,1,2-trifluoro-2-(1,2,2-trifluoroethenoxy)ethene Chemical compound FC(F)=C(F)OC(F)=C(F)F RRZIJNVZMJUGTK-UHFFFAOYSA-N 0.000 description 4
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- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
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- 239000002184 metal Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
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- 125000005385 peroxodisulfate group Chemical group 0.000 description 3
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- 238000011417 postcuring Methods 0.000 description 3
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- 230000035882 stress Effects 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical group F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 2
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- 150000001721 carbon Chemical class 0.000 description 2
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- 239000000395 magnesium oxide Substances 0.000 description 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 2
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- 125000006551 perfluoro alkylene group Chemical group 0.000 description 2
- FYJQJMIEZVMYSD-UHFFFAOYSA-N perfluoro-2-butyltetrahydrofuran Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C1(F)OC(F)(F)C(F)(F)C1(F)F FYJQJMIEZVMYSD-UHFFFAOYSA-N 0.000 description 2
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- PGFXOWRDDHCDTE-UHFFFAOYSA-N hexafluoropropylene oxide Chemical compound FC(F)(F)C1(F)OC1(F)F PGFXOWRDDHCDTE-UHFFFAOYSA-N 0.000 description 1
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- 150000002500 ions Chemical class 0.000 description 1
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- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
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- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical class CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- DYUWTXWIYMHBQS-UHFFFAOYSA-N n-prop-2-enylprop-2-en-1-amine Chemical compound C=CCNCC=C DYUWTXWIYMHBQS-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
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- YEXPOXQUZXUXJW-UHFFFAOYSA-N oxolead Chemical compound [Pb]=O YEXPOXQUZXUXJW-UHFFFAOYSA-N 0.000 description 1
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- SNGREZUHAYWORS-UHFFFAOYSA-N perfluorooctanoic acid Chemical compound OC(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F SNGREZUHAYWORS-UHFFFAOYSA-N 0.000 description 1
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- JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
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- UVWPITJZIUKWRR-UHFFFAOYSA-N propyl hypofluorite Chemical class C[CH][CH]OF UVWPITJZIUKWRR-UHFFFAOYSA-N 0.000 description 1
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- UUCCCPNEFXQJEL-UHFFFAOYSA-L strontium dihydroxide Chemical compound [OH-].[OH-].[Sr+2] UUCCCPNEFXQJEL-UHFFFAOYSA-L 0.000 description 1
- 229910001866 strontium hydroxide Inorganic materials 0.000 description 1
- DHCDFWKWKRSZHF-UHFFFAOYSA-N sulfurothioic S-acid Chemical compound OS(O)(=O)=S DHCDFWKWKRSZHF-UHFFFAOYSA-N 0.000 description 1
- PFBLRDXPNUJYJM-UHFFFAOYSA-N tert-butyl 2-methylpropaneperoxoate Chemical compound CC(C)C(=O)OOC(C)(C)C PFBLRDXPNUJYJM-UHFFFAOYSA-N 0.000 description 1
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
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- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- GRPURDFRFHUDSP-UHFFFAOYSA-N tris(prop-2-enyl) benzene-1,2,4-tricarboxylate Chemical compound C=CCOC(=O)C1=CC=C(C(=O)OCC=C)C(C(=O)OCC=C)=C1 GRPURDFRFHUDSP-UHFFFAOYSA-N 0.000 description 1
- KJWHEZXBZQXVSA-UHFFFAOYSA-N tris(prop-2-enyl) phosphite Chemical compound C=CCOP(OCC=C)OCC=C KJWHEZXBZQXVSA-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F214/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen
- C08F214/18—Monomers containing fluorine
- C08F214/26—Tetrafluoroethene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F214/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen
- C08F214/18—Monomers containing fluorine
- C08F214/26—Tetrafluoroethene
- C08F214/262—Tetrafluoroethene with fluorinated vinyl ethers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/12—Polymerisation in non-solvents
- C08F2/16—Aqueous medium
- C08F2/22—Emulsion polymerisation
- C08F2/24—Emulsion polymerisation with the aid of emulsifying agents
- C08F2/26—Emulsion polymerisation with the aid of emulsifying agents anionic
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/12—Polymerisation in non-solvents
- C08F2/16—Aqueous medium
- C08F2/22—Emulsion polymerisation
- C08F2/24—Emulsion polymerisation with the aid of emulsifying agents
- C08F2/28—Emulsion polymerisation with the aid of emulsifying agents cationic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/002—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from unsaturated compounds
- C08G65/005—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from unsaturated compounds containing halogens
- C08G65/007—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from unsaturated compounds containing halogens containing fluorine
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/06—Ethers; Acetals; Ketals; Ortho-esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
- C08K5/095—Carboxylic acids containing halogens
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/14—Peroxides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2203/00—Applications
- C08L2203/18—Applications used for pipes
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polymerisation Methods In General (AREA)
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| US201361914457P | 2013-12-11 | 2013-12-11 | |
| US61/914,457 | 2013-12-11 |
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| EP3538573A1 (en) * | 2016-11-09 | 2019-09-18 | 3M Innovative Properties Company | Peroxide curable partially fluorinated polymers |
| US11292763B2 (en) | 2017-05-19 | 2022-04-05 | 3M Innovative Properties Company | Methods of making a polyfluorinated allyl ether and compounds relating to the methods |
| CN110809605A (zh) * | 2017-07-05 | 2020-02-18 | Ａｇｃ株式会社 | 含氟弹性共聚物组合物及交联橡胶物品 |
| CN112262172B (zh) | 2018-06-12 | 2023-08-01 | 3M创新有限公司 | 包含胺固化剂的含氟聚合物涂料组合物、经涂覆的基底以及相关方法 |
| WO2019239320A1 (en) | 2018-06-12 | 2019-12-19 | 3M Innovative Properties Company | Fluoropolymer compositions comprising fluorinated additives, coated substrates and methods |
| WO2020016719A1 (en) * | 2018-07-20 | 2020-01-23 | 3M Innovative Properties Company | Tetrafluroethylene fluoropolymers containing perfluorinated allyl ethers |
| EP3844206A1 (en) | 2018-08-27 | 2021-07-07 | 3M Innovative Properties Company | Peroxide curable highly fluorinated polymers comprising an internal fluorinated plasticizer and articles therefrom |
| KR102730591B1 (ko) * | 2018-12-04 | 2024-11-14 | 주식회사 발카 | 엘라스토머 조성물 및 시일재 |
| CN109762091B (zh) * | 2018-12-29 | 2021-01-15 | 山东华夏神舟新材料有限公司 | 四氟乙烯基共聚物及其制备方法 |
| EP4055109A1 (en) | 2019-11-04 | 2022-09-14 | 3M Innovative Properties Company | Fluoropolymer compositions comprising a curing agent with ethylenically unsaturated and electron donor groups, and substrates coated therewith |
| WO2021088198A1 (en) | 2019-11-04 | 2021-05-14 | 3M Innovative Properties Company | Electronic telecommunications articles comprising crosslinked fluoropolymers and methods |
| CN114230737B (zh) * | 2020-09-09 | 2023-08-01 | 中昊晨光化工研究院有限公司 | 一种全氟醚氟橡胶及其制备方法和应用 |
| US20240209217A1 (en) | 2021-05-05 | 2024-06-27 | 3M Innovative Properties Company | Fluoropolymer compositions comprising uncrosslinked fluoropolymer suitable for copper and electronic telecommunications articles |
| US20240194371A1 (en) | 2021-05-05 | 2024-06-13 | 3M Innovative Properties Company | Fluoropolymer compositions comprising fluoropolymer with polymerized unsaturated fluorinated alkyl ether suitable for copper and electronic telecommunications articles |
| US20240186031A1 (en) | 2021-05-05 | 2024-06-06 | 3M Innovative Properties Company | Fluoropolymer compositions comprising amorphous fluoropolymer and crystalline fluoropolymer suitable for copper and electronic telecommunications articles |
| US20240343898A1 (en) | 2021-09-16 | 2024-10-17 | 3M Innovative Properties Company | Core shell fluoropolymers with functional groups suitable for copper and electronic telecommunications articles |
| CN116063640B (zh) * | 2021-11-04 | 2024-09-27 | 中昊晨光化工研究院有限公司 | 一种耐高温全氟醚氟橡胶及其制备方法 |
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| US3467638A (en) | 1967-03-07 | 1969-09-16 | Du Pont | Fluorinated cure-site monomers and vulcanizable fluorocarbon polymers made therewith |
| US3682872A (en) | 1970-03-18 | 1972-08-08 | Du Pont | Perfluoro(3-phenoxypropyl vinyl ether) monomer and copolymers made therefrom |
| US4035565A (en) | 1975-03-27 | 1977-07-12 | E. I. Du Pont De Nemours And Company | Fluoropolymer containing a small amount of bromine-containing olefin units |
| US4281092A (en) | 1978-11-30 | 1981-07-28 | E. I. Du Pont De Nemours And Company | Vulcanizable fluorinated copolymers |
| EP0199138B1 (en) * | 1985-03-28 | 1989-02-22 | Daikin Industries, Limited | Novel fluorovinyl ether and copolymer comprising the same |
| US4694045A (en) * | 1985-12-11 | 1987-09-15 | E. I. Du Pont De Nemours And Company | Base resistant fluoroelastomers |
| JPS63238115A (ja) | 1987-03-27 | 1988-10-04 | Asahi Glass Co Ltd | 環状構造を有する含フツ素共重合体の製造法 |
| US4910276A (en) | 1987-08-14 | 1990-03-20 | Asahi Glass Company, Ltd. | Cyclic polymerization |
| US4972038A (en) | 1989-05-19 | 1990-11-20 | E. I. Du Pont De Nemours And Company | Cyano-containing perfluoropolymers having iodine curesites |
| US6140437A (en) | 1995-12-28 | 2000-10-31 | Daikin Industries Ltd. | Fluorine-containing elastic copolymers, curable composition containing the same and sealant made therefrom |
| KR20000022144A (ko) * | 1996-07-01 | 2000-04-25 | 이노우에 노리유끼 | 불소 함유 트리알릴이소시아누레이트, 이를 함유한 가황용 엘라스토머 조성물 및 가황 방법 |
| US6114452A (en) | 1996-11-25 | 2000-09-05 | E. I. Du Pont De Nemours And Company | Perfluoroelastomer composition having excellent heat stability |
| ATE304577T1 (de) * | 2000-12-01 | 2005-09-15 | 3M Innovative Properties Co | Härtbare fluorelastomer-zusammensetzungen enthaltend hydrosiloxane oder hydrosilazane |
| US6730760B2 (en) * | 2001-01-31 | 2004-05-04 | 3M Innovative Properties Company | Perfluoroelastomers having a low glass transition temperature and method of making them |
| JP4491547B2 (ja) * | 2002-04-23 | 2010-06-30 | Ｎｏｋ株式会社 | 含フッ素エラストマー組成物 |
| JP2004059597A (ja) * | 2002-07-24 | 2004-02-26 | Daikin Ind Ltd | フッ素ゴム共重合体 |
| US7312289B2 (en) | 2003-03-03 | 2007-12-25 | Unimatec Co., Ltd. | Fluorine-containing elastomer and its composition |
| JP2006036861A (ja) * | 2004-07-23 | 2006-02-09 | Daikin Ind Ltd | 加硫可能な含フッ素エラストマーの製造方法 |
| GB0427913D0 (en) * | 2004-12-21 | 2005-01-19 | 3M Innovative Properties Co | Fluoropolymer for making a fluoroelastomer |
| US7795332B2 (en) | 2005-07-15 | 2010-09-14 | 3M Innovative Properties Company | Method of removing fluorinated carboxylic acid from aqueous liquid |
| JP5131198B2 (ja) * | 2006-12-26 | 2013-01-30 | ダイキン工業株式会社 | 含フッ素エラストマーの製造方法および該製造方法により得られる含フッ素エラストマー |
| WO2008133004A1 (ja) * | 2007-04-16 | 2008-11-06 | Daikin Industries, Ltd. | 含フッ素エラストマー組成物およびそれからなるシール材 |
| EP2154204A4 (en) * | 2007-05-16 | 2011-11-23 | Daikin Ind Ltd | FINE PARTICLES OF NETWORKED FLUOROUS ELASTOMER, METHOD OF MANUFACTURING THEREOF AND COMPOSITION |
| EP2221318B1 (en) * | 2007-11-28 | 2012-11-07 | Unimatec Co., Ltd. | Process for producing fluoroelastomer |
| JP5327057B2 (ja) | 2008-01-28 | 2013-10-30 | 旭硝子株式会社 | 硬化性組成物、含フッ素硬化物 |
| WO2009111120A2 (en) | 2008-02-29 | 2009-09-11 | 3M Innovative Properties Company | Perfluoroelastomers with low carbonyl endgroup ratios |
| WO2010076876A1 (en) | 2008-12-29 | 2010-07-08 | Daikin Industries, Ltd. | Perfluoroelastomer composition and crosslinked molded article made by crosslinking and molding said perfluoroelastomer composition |
| RU2497838C2 (ru) | 2009-01-16 | 2013-11-10 | Асахи Гласс Компани, Лимитед | Фторированный эластичный сополимер, способ его получения и изделие из сшитого каучука |
| TWI496796B (zh) | 2009-02-13 | 2015-08-21 | Solvay Solexis Spa | 全氟彈性體 |
| EP2640781B1 (en) * | 2010-11-18 | 2016-12-28 | 3M Innovative Properties Company | Method of coagulating an amorphous fluoropolymer latex |
| WO2012084587A1 (en) * | 2010-12-20 | 2012-06-28 | Solvay Specialty Polymers Italy S.P.A. | Low viscosity fluoroelastomers |
| CN104583253A (zh) | 2012-08-21 | 2015-04-29 | 旭硝子株式会社 | 固化性含氟聚合物、其制造方法以及含氟聚合物固化物 |
| WO2014200973A1 (en) | 2013-06-14 | 2014-12-18 | 3M Innovative Properties Company | Fluoropolymers comprising monomeric units derived from a vinyl perfluoroalkyl or vinyl perfluoroalkylenoxide perfluorovinyl ether |
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| KR102268379B1 (ko) | 2021-06-23 |
| US11111326B2 (en) | 2021-09-07 |
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